4,4''-bis((4-(tert-butyl)benzyl)oxy)-5'-iodo-2'-(phenylethynyl)-1,1':3',1''-terphenyl | 949583-14-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4,4''-bis((4-(tert-butyl)benzyl)oxy)-5'-iodo-2'-(phenylethynyl)-1,1':3',1''-terphenyl
• 英文别名: 4,4″-bis((4-tert-butylphenyl)methoxy)-5′-iodo-2′-(2-phenylethynyl)-1,1′:3′,1″-terphenyl
• CAS: 949583-14-6
• 化学式: C₄₈H₄₅IO₂
• 分子量: 780.789
• InChiKey: DONYJYQJGDOKIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.78
• 重原子数：
  51.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  4,4''-bis((4-(tert-butyl)benzyl)oxy)-5'-iodo-2'-(phenylethynyl)-1,1':3',1''-terphenyl 、 4-[3,5-bis(2-ethynyl)phenyl]-2-methyl-3-butyn-2-ol 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到4-[3,5-Bis[2-[3,5-bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-4-(2-phenylethynyl)phenyl]ethynyl]phenyl]-2-methylbut-3-yn-2-ol
  参考文献：
  名称：

  Construction of Snowflake-Shaped Dendritic Covalent Assemblies with Rigid Conjugated Networks

  摘要：

  A convergent method for the construction of shape-persistent nanoscale assemblies with conjugated backbones was developed. The copper-free Sonogashira coupling reaction was successfully applied to the formation of multiple covalent connections between conjugated terminals (iodide substituted aryl groups) of AB(2)-type outer components and four conjugated terminals (acetylenic bonds) of an inner A(4)-type core dendrimer. The conjugated networks in the starting components are expanded during the assembly process to afford nanoscale dendritic conjugated networks of the type A(4)(AB(2))(4), which have a porphyrin core, and longer (3.9 or 4.5 nm) and shorter (1.6 nm) conjugated chains. Fluorescence measurements revealed that singlet energy is effectively transferred in the assemblies from peripheral benzyl ether units and conjugated chains to the free base porphyrin core.

  DOI：

  10.1021/jo3014512
• 作为产物：
  描述：

  1-[3,5-dibromo-4-(phenylethynyl)phenyl]-3,3-diethyltriazene 在 四(三苯基膦)钯 碘 、 sodium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 生成 4,4''-bis((4-(tert-butyl)benzyl)oxy)-5'-iodo-2'-(phenylethynyl)-1,1':3',1''-terphenyl
  参考文献：
  名称：

  Construction of a Rigid Zn Porphyrin−C₆₀ Dyad within Dendritic Structure:  Dendrimer Effect on Singlet Energy Transfer

  摘要：

  A snowflake-shaped Zn porphyrin dendrimer with a C-60 terminal was prepared. Covalent linkage of the C-60 unit results in significant quenching of the Zn porphyrin fluorescence mainly due to energy transfer from the Zn porphyrin core to the C-60 terminal. Comparison of the energy-transfer efficiency with similar dendrons indicates that the dendritic structure considerably delays the energy-transfer rate.

  DOI：

  10.1021/ol071296h

文献信息

• Ligand-Binding Ability of a Porphyrin Core in a Dendrimer with Rigid Branched Terminal Components
  作者：Mami Akisada、Ryo Kimura、Yoshimitsu Tachi、Shuichi Suzuki、Keiji Okada、Masatoshi Kozaki

  DOI：10.1021/acs.joc.8b00932

  日期：2018.9.7

  terminal components suggested that the dendrimer adopts a folded higher order structure in dichloromethane at 25 °C. The binding constant between the zinc porphyrin core and a pyridyl ligand was evaluated by means of UV–vis absorption titration and compared with that of a suitable reference compound. The incorporation of the zinc porphyrin core into the folded dendrimer led to considerable suppression of

  通过铜催化的Hüisgen1,3-偶极环加成反应制备具有刚性支化末端组分的树枝状聚合物。锌5,15-二乙炔基-10,20-二（3,5-二叔丁基在树枝状聚合物的核心掺入了丁基丁基苯基卟啉单元，作为添加的吡啶基配体的受体位点。在末端组分中共轭链的平面构象的吸收带特征的出现表明，树枝状聚合物在25℃下在二氯甲烷中采用折叠的高阶结构。通过紫外可见吸收滴定法评估了卟啉锌核心与吡啶基配体之间的结合常数，并与合适的参考化合物进行了比较。卟啉锌核心并入折叠的树状聚合物中导致其配体结合能力的显着抑制。